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Entry
CA00671                                                            

Classification
Carotenoid Name
Deepoxyuriolide
IUPAC name (3R,3'R,6'R)-3,3'-Dihydroxy-7',8'-dihydro-beta,epsilon-caroten-19',11'-olide
Formula
C40H54O4
Molecular Weight 
598.832 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
10 including one lactone (10 in total)
Number of
conjugated multiple bonds 
10 including one lactone (10 in total)
Isomers 
InChI
InChI=1S/C40H54O4/c1-27(15-12-16-28(2)17-19-36-30(4)22-33(41)25-39(36,6)7)13-10-11-14-29(3)21-35-24-32(38(43)44-35)18-20-37-31(5)23-34(42)26-40(37,8)9/h10-17,19,21,23-24,33-34,37,41-42H,18,20,22,25-26H2,1-9H3/b11-10+,15-12+,19-17+,27-13+,28-16+,29-14+,35-21-/t33-,34+,37+/m1/s1
InChIKey
OIYDWWVQMPRJQY-IWEGAZGNSA-N
Canonical SMILES
C/C(=C\C=C\C=C(\C=C/1\C=C(C(=O)O1)CC[C@H]1C(=C[C@@H](CC1(C)C)O)C)/C)/C=C/C=C(/C=C/C1=C(C)C[C@H](CC1(C)C)O)\C
XLogP
9.389
Hydrogen Bond donors
(Lipinski's definition)
2
Hydrogen Bond Acceptors
(Lipinski's definition)
4
LipinskiFailures
1
Complexity of molecule
0.327
Number of heavy atoms
44
TPSA
(Topological Polar Surface Area) 
66.760 Å2
Source organisms
Prasinococcus capsulatus (Ref.46) - Green alga: Prasinophyte
References
  • Ref.46 : E. S. Egeland, R. R. L. Guillard, and S. Liaaen-Jensen, Phytochemistry, Vol. 44, No. 6, pp.1087-1097, 1997, "Additional carotenoid prototype representatices and general chemosystematic evaluation of carotenoids in prasinophyceae (chlorophyta)".
  • CAS
    168781-49-5
    Links to other DB

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